The best family-friendly cottages on the Isle of Wight holiday cottages

The best family-friendly cottages on the Isle of Wight

Shannon 23 July 2019

With the next school holiday looming, it’s time to start planning your family getaway, and the Isle of Wight is a fantastic place for your half-term adventures. To save you from hours of searching for the perfect property, we’ve picked out a handful of our best options for those with young kids, teenagers and large families to make your life a little easier. What’s more, many of them are also dog-friendly, so you don’t need to leave any members of the team behind! Take a look at some of the best family-friendly cottages in the Isle of Wight:

The best cottages for young families

A montage of four photographs. The top photograph shows a wooden framed playground in a grass field. On the bottom left is a photo showing a white table, laid for dinner, with a view to the lounge. The middle photo is a close up of a sheep in a field. The left photograph shows the dark grey front door and the red brick building.

Home Straight, sleeps 6

Parents and younger children will adore a stay at Home Straight. It’s located at a horse-riding school in the centre of the Isle of Wight. Alongside the comfortable cottage style home, with all the attributes you’ll need for a first-class holiday, there’s so much to do for the whole family! On the 50-acre site you’ll find a restaurant/bar, a children’s play area and farm animals to keep you entertained. 

Property highlights:

  • Onsite restaurant and bar
  • Children's play area
  • Farm animals

Strawberry Cottage, Isle of Wight

Strawberry Cottage, sleeps 4 + 2 dogs

Only a stone’s throw from the beach, this cosy cottage is fantastic for young families at all times of year. With an enclosed garden, bright, spacious living area and plenty to explore along the coast, you’ll love being situated in a quiet village and heading out on seaside adventures.

Property highlights:

  • Bike/surfboard storage
  • Enclosed garden with wildflowers and perennials
  • Private drive for two cars

The best cottages for families with teenagers

Stanwell Barn Cottage, Isle of Wight

Stanwell Barn Cottage, sleeps 8 + 2 dogs

Set in an Area of Outstanding Natural Beauty, Stanwell Barn Cottage is a coastal escape that you’ll never forget. The barn conversion has been beautifully fashioned to create a modern living space, whilst retaining original features such as exposed beams and stone walls. The older children and adults will love the pool table and other activities in the games room - as well as the plethora of water sports - meaning you won’t be short on things to do on your stay!

Property highlights:

  • Wood burner
  • Games room
  • Enclosed garden with BBQ

The best cottages for large families

Little Orchard Cottage, Isle of Wight

Little Orchard Cottage, sleeps 9

Set just a 10-minute walk away from the sea, Little Orchard Cottage is a fantastic place to celebrate or get the wider family together. Explore the coast and countryside by foot or bicycle, visit the local towns and villages, and make the most of some of the best beaches on the Isle of Wight! With plenty of space both inside and out, there’s something to appeal to everyone on this getaway.

Property highlights:

  • Enclosed garden with BBQ and furniture
  • Downstairs bedroom/bathroom for accessibility
  • Half a mile away from the beach

9-person villa on the Isle of Wight

Hanover Villa, sleeps 10

Surrounded by coast and countryside, this luxurious and spacious villa stands ready to host your next family gathering. Beautifully presented with a large garden that invites days in the sun, find all the room you need to unwind here. The resort town of Sandown offers the perfect base for a seaside holiday with a beautiful beach, plenty of amenities, and easy access to the Isle of Wight Coastal Path. Further afield, discover charming nature reserves, historic castles, family attractions, and plenty more to keep you busy.

Property highlights:

  • Stylish period interiors
  • Spacious lawned gardens
  • 5-star luxury

The best all-rounders

Boniface Cliff Villa

Boniface Cliff Villa, sleeps 8 + 2 dogs

This Edwardian villa, situated in the bustling seaside resort of Shanklin, is a great place to get the family together for a celebration. The garden is the perfect place to enjoy the mild climate, whilst inside, the living space boasts four spacious bedrooms, two bathrooms and a games room featuring table tennis and pool to unleash your competitive side.

Property highlights:

  • Elegant contemporary design
  • Games room with ping pong and pool
  • Garden with outside furniture 

Lavender Cottage

Lavender Cottage - Godshill, sleeps 4 + 2 dogs

This charming cottage is an ideal place from which to explore the attractions of the south coast of the island. The kids will love seeing the sheep grazing on the sweeping open downlands and will adore the seaside town of Ventnor, just a 5-mile drive away. Its cosy atmosphere will have you feeling at home in no time and you’ll want to bring the family back year after year.

Property highlights:

  • Set on a working farm
  • Gorgeous views of the farm courtyard and open fields
  • Nearby lawned area for ball games

Still searching for the perfect family-friendly property this half term? Check out our full collection of cottages on the Isle of Wight, or head to our blog for inspiration of where to go and what to do!

Disclaimer: Whilst every effort has been made to ensure the accuracy of the information at the time of writing, please ensure you check carefully before making any decisions based on the contents within this article.

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